Synthesis, structural, and antitumor studies of some 5-fluorocytosine and guanine complexes

Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry

Volumn 34, Issue 3, 2004, Pages 573-591

  Tyagi, Sadhna ^a   Singh, Nisha ^b   Singh, Sukh Mahendra ^b   Singh, Udai P ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY ROORKEE   (India)

^b BANARAS HINDU UNIVERSITY   (India)

Author keywords

5 Fluorocytosine; Antitumor studies; Dalton's lymphoma; Guanine

Indexed keywords

ALCOHOL; CADMIUM DERIVATIVE; CARBONYL DERIVATIVE; CARBONYL OXYGEN; COBALT COMPLEX; COPPER COMPLEX; FLUCYTOSINE; GUANINE DERIVATIVE; LIGAND; METAL ION; NICKEL COMPLEX; NITROGEN; UNCLASSIFIED DRUG; ZINC COMPLEX;

ANALYTIC METHOD; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; AQUEOUS SOLUTION; ARTICLE; CHEMICAL ANALYSIS; CONTROLLED STUDY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; IN VITRO STUDY; IN VIVO STUDY; INFRARED SPECTROSCOPY; LYMPHOMA; LYMPHOMA CELL; MAGNETISM; MEASUREMENT; MOUSE; NEOPLASM; NONHUMAN; PH; PHYSICAL CHEMISTRY; STRUCTURE ANALYSIS; TUMOR CELL; ULTRAVIOLET SPECTROSCOPY; X RAY ANALYSIS;

EID: 1842633824     PISSN: 00945714     EISSN: None     Source Type: Journal    
DOI: 10.1081/SIM-120030442     Document Type: Article

References (31)

1. Duschinsky, R.; Plenen, E.; Heidelberger, C. The synthesis of 5-fluoropyrimidines. J. Am. Chem. Soc. 1957, 79, 4559-4560.
2. Shadomy, S. Further in vitro studies with 5-fluorocytosine. Infect. Immun. 1970, 2, 484-488.
3. Watanabe, K.A.; Reichman, U.; Hirota, K.; Lopez, C.; Fox, J.J. Nucleosides. 110. Synthesis and antiherpes virus activity of some 2′-fluoro-2′-deoxyarabinofuranosyl pyrimidine nucleosides. J. Med. Chem. 1979, 22, 21-24.
4. Kidder, G.W.; Dewey, V.C.; Parks, R.E. Jr. Purine metabolism in tetrahymena and its relation to malignant cells in mice. Science 1949, 109, 511-514.
5. Sugiura, K.; Hitchings, G.H.; Cavalieri, L.F.; Stock, C.C. Effect of 8-azaguanine on growth of carcinoma, sarcoma, osteogenic sarcoma, lymphosarcoma and melanoma in animals. Cancer Res. 1950, 10, 178-185.
6. Milkulski, C.M.; Lee, C.J.; Tran, T.B.; Karayannis, N.M. Cytosine complexes of copper(II) perchlorate. Inorg. Chim. Acta 1987, 136, L13-L15.
7. Milkulski, C.M.; Lee, C.J.; Tran, T.B.; Karayannis, N.M. Guanine complexes with 3d metal perchlorates. Inorg. Chim. Acta 1982, 66, L71-L73.
8. Milkulski, C.M.; Lee, C.J.; Tran, T.B.; Karayannis, N.M. Tetrahedral 1:1 adducts of guanine with cobalt(II), copper(II) and zinc(II) chlorides. Inorg. Chim. Acta 1985, 107, 81-85.
9. Sarkar, A.R.; Bandhopadhyay, R.K. Mixed ligand complexes of Mn(II), Fe(II), Co(II), Ni(II) and Cu(II) with cytosine and glycine as ligands. Synth. React. Inorg. Met.-Org. Chem. 1990, 20, 167-178.
10. Sarkar, A.R.; Bandhopadhyay, R.K. Investigation on complexes of Mn(II), Fe(II), Co(II), Ni(II) and Cu(II) with cytosine acting as bidentate ligand. Synth. React. Inorg. Met.-Org. Chem. 1990, 19, 761-771.
11. Sarkar, A.R.; Bandhopadhyay, R.K. Manganese(II), iron(II), cobalt(II), nickel(II) and copper(II) complexes with cytosine. J. Indian Chem. Soc. 1989, 66, 409-411.
12. 2O, a complex with doubly deprotonated guanine anions coordinated to diplatinum(III). Inorg. Chem. 1986, 25, 3714-3716.
13. Iigo, M.; Kuretani, K.; Hoshi, A. Relationship between antitumor effect and metabolites of 5-fluorouracil in combination treatment with 5-fluorouracil and guanosine in ascites sarcoma 180 tumor system. Cancer Res. 1983, 43, 5687-5691.
14. Iigo, M.; Kuretani, K.; Hoshi, A. Effect of guanosine on antitumor activity of fluorinated pyrimidines against P388 leukemia. Cancer Chemother. Pharmacol. 1983, 13, 86-91.
15. Flaschka, H.A. EDTA Titration; Pergamon: 1964.
16. Figgis, B.N.; Lewis, J. In Modern Coordination Chemsitry; Lewis, J., Wilkins, R.G., Eds.; Interscience: New York, 1960.
17. Livingstone, S.E. Metal chelates as anticancer agents. In Proceedings of the 20th International Conference on Coordination Chemistry; Calcutta, India, 1980; 141.
18. Mosmann, T.J. Rapid colorimetric assay for cellular growth and survival: application proliferation and cytotocxicity assay. Immunol. Meth. 1983, 65, 55-63.
19. Sodhi, A.; Singh, S.M. Release of cytolytic factor(s) by murine macrophages in vitro on treatment with cis-platin. Int. J. Immunopharmacol. 1986, 8, 701-707.
20. Ahmad, S.; Mathew, S.; Ali, N.; Verma, P.K. Laser Raman and infrared spectra of 5-fluoro-, 5-chloro and 5-bromo-cytosine. Indian J. Pure Appl. Phys. 1992, 30, 460-462.
21. Singh, U.P.; Ghose, R.; Ghose, A.K. Complexes of some trace metal ions with 5-fluorouracil. Inorg. Chim. Acta 1987, 136, 21-24.
22. Speca, A.N.; Mikulski, C.M.; Iaconianni, F.J.; Pyttewski, L.L.; Karayannis, N.M. Adenine complexes with perchlorate from ethanol-triethyl orthoformate. Inorg. Chim. Acta 1979, 37, L551-L554.
23. Nakamoto, K. Infrared Spectra of Inorganic and Coordination Compounds, 2nd Ed.; Wiley Interscience: New York, 1970.
24. Reddy, P.R.; Reddy, H.M. Ternary complexes of mixed N/O donor ligands in solution. Polyhedron 1983, 2, 1171-1175.
25. Khan, M.M.T.; Krishnamoorthy, C.R. Interaction of metal ions with pyrimidines. J. Inorg. Nucl. Chem. 1974, 36, 711-714.
26. Lewin, S.; Humphreys, D.A. Reactions of nucleic acids and their components. IV. Thermodynamic constants of the ionizations of cytosine and cytidine. J. Chem. Soc. B Phys. Org. 1966, 210-213.
27. Goodgame, M.; Johns, K.W. Metal complexes of uracil and thymine. J. Chem. Soc. Dalton Trans. 1977, 1680-1683.
28. Goodgame, M.; Johns, K.W. Metal complexes of uridine and thymidine. J. Chem. Soc. Dalton Trans. 1978, 1294-1297.
29. Lever, A.B.P. Inorganic Electronic Spectroscopy; Elsevier: Amsterdam, 1968.
30. Cotton, F.A.; Wilkinson, G. Advanced Inorganic Chemistry, 5th Ed.; Wiley Interscience: New York, 1988; 566.
31. Azaroff, L.V. Elements of X-ray Crystallography; McGraw-Hill: New York, 1968.